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Chicago Boutique Hotels

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Finding a hotel is easy. Your destination can be:

  • a city (San Francisco)
  • an airport (ATL)
  • a point of interest (Fenway Park)

Featured Chicago Hotels

Experience life as native Chicagoans live it when you stay at our Hotel Indigo® hotels in Chicago. From viewing the Impressionist Collection at the Art Institute of Chicago to boutique shopping on Oak Street, you'll enjoy an authentic taste of the Windy City.

Savvy travelers explore the city on the El and discover that this famous railway system is the best way to go. There's so much to see in Chi-Town that it's best to strike a balance between the must-see attractions and quirky day-to-day Chicago. Enjoy a live outdoor jazz concert at Millennium Park, revel in the city's magnificent view atop the Skydeck at Willis Tower (formerly Sears Tower) and take in the sophisticated architecture all around you, whether on foot or on a relaxing lake cruise. Just don't forget to venture off the beaten track: discover the unique Baroque Mansion in Lincoln Park and find your favorite slice of Chicago-style deep-dish pizza in traditional local pizzerias.

Take time out to sample the sights, scents and sounds of the city's best-loved neighborhoods - contemporary Lincoln Park, quirky Bucktown and historic Hyde Park. There's a wide choice of vibrant bars, restaurants and nightlife within walking distance of your Chicago hotel. Raise a glass or two with the locals to get the lowdown on the neighborhood's finest experiences.

From world-class museums to open-air concerts, scratch the surface and you're sure to find there's more to Chicago than meets the eye.

Book a stay at our Chicago hotels and feel like a local during your stay in the Windy City.

Latest Chicago Hotel Reviews

Average Rating for Chicago Hotel
(4.3 / 5) of 18687 reviews
Friendly staff
By Berri
How a very nice stay at the Holiday Inn. I like the modern look the hotel has. Great buffet breakfast. [Less]
Great affordable stay
By Eric8383
This Holiday Inn Express location offered a friendly staff; a big room for the price and a great breakfast setup in the morning - a real win-win experience. [Less]
My stay
By GeorgeNJ
Excellent staff and cleanness. Good choice of restaurants within driving distances. [Less]
my stay
By William57
my stay was short but, the service and stay was excellent. [Less]
Welcoming staff and enjoyable stay
By imahaug
The bed was comfortable and I especially appreciate the multiple pillows. Since we want a cool room we were able to adjust the room temperature which we did. The location of the hotel was excellent [More] for shopping. Easy access to interstate [Less]
Great service
By sbv4
The service was exceptional. Very accommodating and the room was great! [Less]
Great hotel stay.
By SashaBean
Wonderful hotel at a reasonable cost. Our stay here helped contribute to an excellent Chicago visit. [Less]
Excellent experience
By Shodan2015
The Holiday Inn is a very clean, comfortable hotel. I was impressed with the warmth and friendliness of the staff, from the bell hop to the check-in to the nice folks who cleaned my room. That kind [More] of hospitality makes all the difference. I certainly would stay here again. [Less]
Impressive Lobby
By prd2bdinks
Business one night, pleasure the next. Great view of the river and skyline from the room (18th floor - paid for the upgrade for the view so I'm glad it was good!) Loved the large lobby and placement [More] of check in, bar, restaurant, etc. once you got to the 15th floor. The pool was huge but was a bit dated with a tiny bit of rust. The pool area was well planned and nice loungers / tables BUT pool towels not small towels would have been much appreciated! Elevators speedy, but the area up to the rooms can get a bit congested if families or more than 4 people are trying to enter/exit the elevators but not really a big deal. The parking is confusing as its actually before the hotel and across the street/way. Construction is occurring next to the hotel, but it didnt wake us. I would have liked a softer bed, but love the pillows. I liked that the hotel was connected via walkway to the Merchandise Mart, including Starbucks and some "fast food" places. Just a bit tricky to find and get to, but once you figure it out, its cool! Would stay again. [Less]

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To book more than 9 rooms for one stay or request a quote, please use our Easy Meetings  Link will open in new browser window. tool or call 1-800-MEETING (in United States, Mexico and Canada).